Title: New Windsor Holidays 2026 from £508 | Expedia.co.uk [New Windsor Travel Guide](https://expedia.co.uk/New-Windsor.dx10021)[Hotels in New Windsor](https://expedia.co.uk/New-Windsor-Hotels.d10021.Travel-Guide-Hotels)[Holiday Rentals in New Windsor](https://expedia.co.uk/New-Windsor-Holiday-Rentals.d10021.Travel-Guide-HolidayRentals)[Flights to New Windsor](https://expedia.co.uk/Cheap-Flights-To-New-Windsor.d10021.Travel-Guide-Flights)[Things to do in New Windsor](https://expedia.co.uk/Things-To-Do-In-New-Windsor.d10021.Travel-Guide-Activities)[New Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-New-Windsor.d10021.Car-Hire-Guide) ![](https://images.trvl-media.com/place/10021/c7e47857-5297-4fca-a2da-20a9979aa9f1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # New Windsor Holidays from £508 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your New Windsor Holiday There's no better way to travel than with one of our holiday packages to New Windsor. The rich history and spectacular views are two of the convincing reasons to spend some time in this captivating city. [Dia Beacon](https://www.expedia.co.uk/Dia-Beacon-Beacon.d6093761.Attraction), [Storm King Art Centre](https://www.expedia.co.uk/Storm-King-Art-Center-Cornwall.d6148010.Attraction) and [Ice Time Sports Complex](https://www.expedia.co.uk/Ice-Time-Sports-Complex-Newburgh.d6181843.Attraction) are just some of the attractions you'll want to explore during your trip to New Windsor. A couple of quick clicks is all it takes to put together a tailored New Windsor holiday on Expedia. ## Top New Windsor Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point £508 per person 17 Mar - 20 Mar found 1 day ago Return flight included London (LHR) to Newburgh (SWF) 8.4/10 Very Good! (1,002 reviews) VERY CLEAN FRIENDLY STAFF!!!! Reviewed on 27 Jan 2026 ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleep Inn & Suites Monroe - Woodbury £725 per person 16 Apr - 20 Apr found 10 hours ago Return flight included London (LON) to Newburgh (SWF) 9.4/10 Exceptional! (1,004 reviews) We had a very nice stay. The room was so clean. The staff was Reviewed on 2 Feb 2026 ## New Windsor Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Closest Airport | Stewart Intl. Airport (SWF) | | Population | 8,900 | | Max Temp Winter | 2ºC | | Max Temp Summer | 27ºC | | Top Sights | [Bear Mountain State Park](https://www.expedia.co.uk/Bear-Mountain-State-Park-New-York.d6127050.Attraction), [SplashDown Beach](https://www.expedia.co.uk/SplashDown-Beach-Fishkill.d6203288.Attraction) and [Dia Beacon](https://www.expedia.co.uk/Dia-Beacon-Beacon.d6093761.Attraction) | ## Top hotels in New Windsor ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 915 Union Ave New Windsor NY Fully refundableReserve now, pay when you stay £79 8 Feb - 9 Feb includes taxes & fees 8.2/10 Very Good! (1,015 reviews) VERY CLEAN FRIENDLY STAFF!!!! Reviewed on 27 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=875625&PinnedHotelID=875625&HadPinnedHotel=true®ionId=10021) ![Homewood Suites Stewart Airport](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/771d3275_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Homewood Suites Stewart Airport 180 Breunig Rd New Windsor NY Fully refundableReserve now, pay when you stay £108 22 Feb - 23 Feb includes taxes & fees 9.2/10 Wonderful! (1,003 reviews) the room was clean and the hotel staff was nice. Reviewed on 29 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1764709&PinnedHotelID=1764709&HadPinnedHotel=true®ionId=10021) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Poughkeepsie 2641 South Road/Route 9 Poughkeepsie NY Fully refundableReserve now, pay when you stay £74 4 Mar - 5 Mar includes taxes & fees 8.8/10 Excellent! (1,006 reviews) Room was missing cups for coffee maker, had to go chase some down, but otherwise room was clean and comfortable. Tried to call hotel directly to say I’d. be arriving late and the automated reservation robots kept rerouting me to centralized system. Eventually got to talk to an actual human at the ... Reviewed on 31 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true®ionId=10021) [See all 1,031 properties in New Windsor](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F02%2F2026&endDate=05%2F02%2F2026®ionId=10021) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### What to do in New Windsor ![Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://mediaim.expedia.com/localexpert/50302489/1ceb0837-f410-471c-80a4-908b6cbc0dd2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bear Mountain State Park+ BeaconTown 1-Day Tour From NY £70 per adult [](https://expedia.co.uk/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) ![7 Hour Private Shopping Tour in Woodbury Common Premium Outlets](https://mediaim.expedia.com/localexpert/46892132/cdde0413-4011-4c4f-84f3-dd3c0fe6c3c3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax £581 per traveller [](https://expedia.co.uk/things-to-do/black-suv-7hs-staying-woodbury-outlets-up-to-6pax-free-tax.a46892132.activity-details) [See all activities in New Windsor](https://expedia.co.uk/things-to-do/search?rid=10021) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [Hotels near Bannerman Castle ](https://www.expedia.co.uk/Bannerman-Castle-Hotels.0-l6203306-0.Travel-Guide-Filter-Hotels) - [Apartments in Beacon ](https://www.expedia.co.uk/Beacon-Apartments.d6173904-aaApartments.Travel-Guide-Accommodation) - [Hilton Hotels in Beacon ](https://www.expedia.co.uk/Beacon-Hotels-Hilton-Hotels.0-0-d6173904--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Beacon ](https://www.expedia.co.uk/Beacon-Hotels-Spa-Hotels.0-0-d6173904-tSpaHotels.Travel-Guide-Filter-Hotels) - [Beacon Hotels ](https://www.expedia.co.uk/Beacon-Hotels.d6173904.Travel-Guide-Hotels) - 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